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Circularly Polarized Luminescence from Helically Chiral N,N,O,O‐Boron‐Chelated Dipyrromethenes

Helically chiral N,N,O,O‐boron chelated dipyrromethenes showed solution‐phase circularly polarized luminescence (CPL) in the red region of the visible spectrum (λ (em)(max) from 621 to 663 nm). The parent dipyrromethene is desymmetrised through O chelation of boron by the 3,5‐ortho‐phenolic substitu...

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Autores principales: Alnoman, Rua B., Rihn, Sandra, O'Connor, Daniel C., Black, Fiona A., Costello, Bernard, Waddell, Paul G., Clegg, William, Peacock, Robert D., Herrebout, Wouter, Knight, Julian G., Hall, Michael J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: WILEY‐VCH Verlag 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4736443/
https://www.ncbi.nlm.nih.gov/pubmed/26555772
http://dx.doi.org/10.1002/chem.201504484
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author Alnoman, Rua B.
Rihn, Sandra
O'Connor, Daniel C.
Black, Fiona A.
Costello, Bernard
Waddell, Paul G.
Clegg, William
Peacock, Robert D.
Herrebout, Wouter
Knight, Julian G.
Hall, Michael J.
author_facet Alnoman, Rua B.
Rihn, Sandra
O'Connor, Daniel C.
Black, Fiona A.
Costello, Bernard
Waddell, Paul G.
Clegg, William
Peacock, Robert D.
Herrebout, Wouter
Knight, Julian G.
Hall, Michael J.
author_sort Alnoman, Rua B.
collection PubMed
description Helically chiral N,N,O,O‐boron chelated dipyrromethenes showed solution‐phase circularly polarized luminescence (CPL) in the red region of the visible spectrum (λ (em)(max) from 621 to 663 nm). The parent dipyrromethene is desymmetrised through O chelation of boron by the 3,5‐ortho‐phenolic substituents, inducing a helical chirality in the fluorophore. The combination of high luminescence dissymmetry factors (|g (lum)| up to 4.7 ×10(−3)) and fluorescence quantum yields (Φ (F) up to 0.73) gave exceptionally efficient circularly polarized red emission from these simple small organic fluorophores, enabling future application in CPL‐based bioimaging.
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spelling pubmed-47364432016-02-12 Circularly Polarized Luminescence from Helically Chiral N,N,O,O‐Boron‐Chelated Dipyrromethenes Alnoman, Rua B. Rihn, Sandra O'Connor, Daniel C. Black, Fiona A. Costello, Bernard Waddell, Paul G. Clegg, William Peacock, Robert D. Herrebout, Wouter Knight, Julian G. Hall, Michael J. Chemistry Communications Helically chiral N,N,O,O‐boron chelated dipyrromethenes showed solution‐phase circularly polarized luminescence (CPL) in the red region of the visible spectrum (λ (em)(max) from 621 to 663 nm). The parent dipyrromethene is desymmetrised through O chelation of boron by the 3,5‐ortho‐phenolic substituents, inducing a helical chirality in the fluorophore. The combination of high luminescence dissymmetry factors (|g (lum)| up to 4.7 ×10(−3)) and fluorescence quantum yields (Φ (F) up to 0.73) gave exceptionally efficient circularly polarized red emission from these simple small organic fluorophores, enabling future application in CPL‐based bioimaging. WILEY‐VCH Verlag 2015-11-30 2016-01-04 /pmc/articles/PMC4736443/ /pubmed/26555772 http://dx.doi.org/10.1002/chem.201504484 Text en © 2015 The Authors. Published by Wiley‐VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. Open access.
spellingShingle Communications
Alnoman, Rua B.
Rihn, Sandra
O'Connor, Daniel C.
Black, Fiona A.
Costello, Bernard
Waddell, Paul G.
Clegg, William
Peacock, Robert D.
Herrebout, Wouter
Knight, Julian G.
Hall, Michael J.
Circularly Polarized Luminescence from Helically Chiral N,N,O,O‐Boron‐Chelated Dipyrromethenes
title Circularly Polarized Luminescence from Helically Chiral N,N,O,O‐Boron‐Chelated Dipyrromethenes
title_full Circularly Polarized Luminescence from Helically Chiral N,N,O,O‐Boron‐Chelated Dipyrromethenes
title_fullStr Circularly Polarized Luminescence from Helically Chiral N,N,O,O‐Boron‐Chelated Dipyrromethenes
title_full_unstemmed Circularly Polarized Luminescence from Helically Chiral N,N,O,O‐Boron‐Chelated Dipyrromethenes
title_short Circularly Polarized Luminescence from Helically Chiral N,N,O,O‐Boron‐Chelated Dipyrromethenes
title_sort circularly polarized luminescence from helically chiral n,n,o,o‐boron‐chelated dipyrromethenes
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4736443/
https://www.ncbi.nlm.nih.gov/pubmed/26555772
http://dx.doi.org/10.1002/chem.201504484
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